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5 from 7 votes

Chipotle Steak Quesadilla (Cheesesteak Quesadilla)

A copycat for Chipotle's Steak Quesadillas with tender cooked steak, grilled fajita veggies, and melty Oaxaca cheese. Dip it in my homemade chipotle vinaigrette with a dollop of sour cream, and watch how quickly these disappear!
Prep Time20 minutes
Cook Time30 minutes
Total Time50 minutes
Author: Marzia

Ingredients

Quesadillas:

  • pound ribeye top sirloin or flat iron steak, thinly sliced (see notes)
  • 1 tablespoon oil
  • 1 tablespoon adobo sauce (from chipotle
  • peppers)
  • 1 teaspoon ancho chili powder
  • ½ teaspoon EACH: ground cumin AND garlic powder
  • 1 small red onion thinly sliced
  • 1 ½ green bell pepper thinly sliced
  • 1 ½ cups Oaxaca cheese shredded
  • Flour tortillas
  • Sour cream for serving

Chipotle Vinaigrette:

  • 2 chipotle peppers in adobo
  • cup red wine vinegar
  • 3 tablespoons honey
  • 1 tablespoon water
  • 2 small garlic cloves
  • ½ teaspoon EACH: onion powder AND dried oregano plus more
  • ½ teaspoon salt + ¼ teaspoon pepper
  • ¾ cup oil olive, avocado, etc.

Instructions

  • MARINATE: Add the thinly sliced steak to a bowl, toss with oil, adobo sauce, ancho chili powder, cumin, garlic powder, and ¾ teaspoon salt; set aside for now.
  • VINAIGRETTE: add the ingredients for the vinaigrette, except the oil to a blender. Run the blender on low speed to mix, then kick up to medium, slowly pour in the oil as you run the blender so that the dressing emulsifies. Pour the dressing into a glass jar and set aside for later.
  • VEGGIES: Spray a cast iron skillet with cooking spray and cook the red onions and bell pepper for 1-2 minutes over medium heat. Season with a tiny pinch of salt and dried oregano to make them just like chipotles! Remove to a shallow bowl and keep warm.
  • STEAK: Wipe down the veggie skillet. Kick the heat up to medium-high. Add the steak in a single layer (do this in at least 2 batches, so the meat doesn’t steam.) Cook for 2-3 minutes or until the meat is halfway done. You don’t want to cook it through just yet as it’ll cook in the quesadillas as well.
  • QUESADILLAS: In a clean skillet sprayed with cooking spray, heat a tortilla over medium heat. Add a handful of shredded cheese, ~ ¼ cup of fajita veggies, ~¼ cup of steak, and a bit more cheese to one side of the tortilla. Cover the tortilla with the other half and grill for 2-3 minutes, flipping around the halfway mark or until crisped to your liking. Serve warm with a dollop of sour cream mixed into individual bowls of the vinaigrette!

Notes

  • Steak: be sure to slice it against the grain for a tender bite.
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